[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,5R,6S,9S,12R,13S,14S,18S,19R,21R,22R)-21,27,28,29,32,33,34-heptahydroxy-5,6,12,13,19-pentamethyl-24,37-dioxo-1-[(3,4,5-trihydroxybenzoyl)oxymethyl]-23,38-dioxaoctacyclo[20.17.0.02,19.05,18.06,15.09,14.025,30.031,36]nonatriaconta-15,25,27,29,31,33,35-heptaene-9-carboxylate

Details

• Internal ID: 5eba9e8f-d28c-4667-a7de-45db81c1429b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2R,5R,6S,9S,12R,13S,14S,18S,19R,21R,22R)-21,27,28,29,32,33,34-heptahydroxy-5,6,12,13,19-pentamethyl-24,37-dioxo-1-[(3,4,5-trihydroxybenzoyl)oxymethyl]-23,38-dioxaoctacyclo[20.17.0.02,19.05,18.06,15.09,14.025,30.031,36]nonatriaconta-15,25,27,29,31,33,35-heptaene-9-carboxylate
• InChI: InChI=1S/C57H68O23/c1-22-8-11-56(52(75)80-51-46(71)45(70)42(67)33(19-58)78-51)13-12-54(4)27(38(56)23(22)2)6-7-34-53(3)18-32(63)47-57(35(53)9-10-55(34,54)5,20-76-48(72)24-14-28(59)39(64)29(60)15-24)21-77-49(73)25-16-30(61)40(65)43(68)36(25)37-26(50(74)79-47)17-31(62)41(66)44(37)69/h6,14-17,22-23,32-35,38,42,45-47,51,58-71H,7-13,18-21H2,1-5H3/t22-,23+,32-,33-,34+,35-,38+,42-,45+,46-,47+,51+,53-,54-,55-,56+,57+/m1/s1
• InChI Key: OQQXJPOUEIVRCO-KLXCCZFOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₆₈O₂₃
• Molecular Weight: 1121.10 g/mol
• Exact Mass: 1120.41513841 g/mol
• Topological Polar Surface Area (TPSA): 398.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8003	80.03%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7757	77.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7714	77.14%
OATP1B3 inhibitior	-	0.2535	25.35%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.8243	82.43%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.7068	70.68%
CYP3A4 substrate	+	0.7460	74.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	-	0.8879	88.79%
CYP2C19 inhibition	-	0.8675	86.75%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.7328	73.28%
CYP2C8 inhibition	+	0.8374	83.74%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.6886	68.86%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7488	74.88%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9034	90.34%
Acute Oral Toxicity (c)	III	0.4881	48.81%
Estrogen receptor binding	+	0.7513	75.13%
Androgen receptor binding	+	0.7685	76.85%
Thyroid receptor binding	+	0.5800	58.00%
Glucocorticoid receptor binding	+	0.7375	73.75%
Aromatase binding	+	0.6376	63.76%
PPAR gamma	+	0.8068	80.68%
Honey bee toxicity	-	0.6687	66.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.82%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.13%	95.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.22%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.11%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.34%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.83%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.56%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.78%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.29%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.08%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.26%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.49%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.37%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.88%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.18%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.57%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.75%	97.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.33%	91.07%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.20%	91.71%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	83.20%	96.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.61%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.34%	93.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.81%	92.94%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.49%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.32%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.22%	99.17%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.37%	95.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.07%	95.89%

Plants that contains it

• Castanopsis cuspidata

Cross-Links

• PubChem: 163194106
• LOTUS: LTS0190989
• wikiData: Q105197158